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Caribbean Islands

$147+ Cheap flights from Islip (ISP) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Nov 12 — Nov 191
Wed 11/12
Wed 11/19
1 adult, Economy
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Find flight deals from Islip to Caribbean Islands

Cheapest flights from Islip to Caribbean Islands
Explore the most affordable flight options available from Islip to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2025.

This Frontier deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/54:58 pmISP - SJU
1 stop8h 56mFrontier
Thu 11/134:31 pmSJU - ISP
2 stops17h 23mFrontier
Deal found 10/11$257
This Frontier deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/184:58 pmISP - SJU
1 stop9h 32mFrontier
Sun 11/93:59 amSJU - ISP
1 stop7h 38mFrontier
Deal found 10/11$262
This Frontier deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/224:58 pmISP - SJU
1 stop9h 32mFrontier
Fri 10/313:31 pmSJU - ISP
2 stops19h 06mFrontier
Deal found 10/12$274
This Frontier deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/224:58 pmISP - SJU
1 stop9h 32mFrontier
Fri 10/313:04 amSJU - ISP
1 stop7h 33mFrontier
Deal found 10/12$284
This Frontier deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:58 pmISP - SJU
1 stop9h 32mFrontier
Fri 10/313:31 pmSJU - ISP
2 stops19h 06mFrontier
Deal found 10/12$285
This Frontier deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:09 pmISP - SJU
1 stop12h 46mFrontier
Sun 12/149:32 pmSJU - ISP
1 stop12h 39mFrontier
Deal found 10/12$288
This Frontier deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:49 amISP - SJU
1 stop13h 40mFrontier
Fri 10/173:40 amSJU - ISP
1 stop6h 57mFrontier
Deal found 10/11$289
This Frontier deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/224:58 pmISP - SJU
1 stop9h 32mFrontier
Thu 10/303:31 pmSJU - ISP
2 stops19h 06mFrontier
Deal found 10/12$292
This CheapOair deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/54:58 pmISP - SJU
1 stop27h 26mFrontier
Fri 11/73:59 amSJU - ISP
1 stop7h 38mFrontier
Deal found 10/13$294
This Frontier deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/54:58 pmISP - SJU
1 stop8h 56mFrontier
Fri 11/144:31 pmSJU - ISP
2 stops19h 06mFrontier
Deal found 10/11$295
This CheapOair deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/149:37 pmISP - SJU
1 stop28h 53mFrontier
Thu 10/163:40 amSJU - ISP
1 stop6h 57mFrontier
Deal found 10/13$296
This CheapOair deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1112:00 pmISP - SJU
1 stop6h 58mFrontier
Sun 10/125:41 pmSJU - ISP
1 stop16h 56mFrontier
Deal found 10/10$298

Cheap flight deals from Islip to Caribbean Islands

Keep the following information in mind while searching for Islip to Caribbean Islands flight deals. Data was last updated October 13, 2025.

Round-trip from

$257
(Frontier)

One-way from

$147
(Frontier)

Popular in

December

Cheapest in

March

Average price

$220
From Islip Long Island to Caribbean Islands
Search Deals
One-way flight from Islip Long Island to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 13, 2025.
Use the filters below to find and compare flights from Islip to Caribbean Islands that are best for you.

Fly from

Islip

Fly to

Caribbean Islands

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 1/28

12:25 pm-9:52 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Wed 2/4

6:00 am-12:50 pm

1 stop7h 50m

$274

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 1/22

1:45 pm-12:04 am

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Tue 1/27

6:00 am-11:35 am

1 stop6h 35m

$274

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 1/24

11:00 am-7:19 pm

1 stop7h 19m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:00 am-11:35 am

1 stop6h 35m

$274

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Wed 1/28

12:25 pm-9:52 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Thu 2/5

6:00 am-11:35 am

1 stop6h 35m

$274

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 11/3

4:58 pm-2:54 am

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Sun 11/9

10:39 pm-10:37 am

1 stop12h 58m

$294

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 12/12

2:57 pm-12:57 am

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Sun 12/14

9:32 pm-9:11 am

1 stop12h 39m

$294

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 11/1

4:58 pm-1:54 am

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Thu 11/6

3:59 am-1:52 pm

1 stop10h 53m

$294

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 1/9

3:34 pm-2:50 am

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Sat 1/17

7:00 am-7:26 pm

1 stop13h 26m

$294

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sun 10/26

9:47 pm-2:09 am

1 stop28h 22m

San Juan Luis Munoz Marin Intl

Wed 10/29

3:04 am-5:42 pm

1 stop14h 38m

$294

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 2/28

7:41 pm-8:32 pm

1 stop23h 51m

San Juan Luis Munoz Marin Intl

Tue 3/3

11:05 am-10:40 am

1 stop24h 35m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/11

Showing 1-10 of 57 results
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Best time to book a flight from Islip to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Caribbean Islands

What is the cheapest month to book a flight from Islip to Caribbean Islands?

Currently, February is the cheapest month in which you can book a flight from Islip to Caribbean Islands (average of $59). Flying from Islip to Caribbean Islands in August is currently the most expensive (average of $138). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ISP to EPX?

Find hourly flight availability from Islip to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 13, 2025.

It’s typically best to fly out from Islip to Caribbean Islands in the evening. Doing so could potentially save you 38% on the flight price compared to flying at noon, which is usually more expensive.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated October 13, 2025.
Read through reviews of airlines operating flights from Islip to Caribbean Islands, such as Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Caribbean Islands?

    For a flight from Islip to Caribbean Islands, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • How long is the flight from Islip to Caribbean Islands?

    Airlines like JetBlue and Frontier fly from Islip to Caribbean Islands in about 8h 27m. The time it takes to get you to your destination can typically vary by up to 29m. There are 1599 mi between Islip and Caribbean Islands. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Islip to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $147. JetBlue flights start at $179 while deals on Southwest start at $288 one-way.

  • What are the most popular routes from Islip to Caribbean Islands?

    When deciding which route to take from Islip to Caribbean Islands consider Islip Long Island - San Juan Luis Munoz Marin Intl, Islip Long Island - Punta Cana or Islip Long Island - Santo Domingo Las Americas as they are the most popular.

  • Can I find deals for flights from Islip to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Islip to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Caribbean Islands.

  • Can I find deals for business class flights from Islip to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Islip to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip to Caribbean Islands?

    Currently, February is the cheapest month in which you can book a flight from Islip to Caribbean Islands (average of $59). Flying from Islip to Caribbean Islands in August is currently the most expensive (average of $138). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Islip to Caribbean Islands

Discover the top 4 airlines that operate flights from Islip to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$216Average$344FlexibilityNo cancel feeOn-time62%
DeltaCheapest$350Average$402FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$382Average$678FlexibilityNo cancel feeOn-time63%

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